| 11. Round | 01/11/2008 | Hertha BSC II | - | Chemnitzer FC | 1:2 | ||||
| 18. Round | 25/02/2009 | VfL Wolfsburg II | - | Hertha BSC II | 1:2 | ||||
| 20. Round | 28/02/2009 | Sachsen Leipzig | - | Hertha BSC II | 1:1 | ||||
| 21. Round | 07/03/2009 | Hertha BSC II | - | VfB Lübeck | 0:0 | ||||
| 30. Round | 13/05/2009 | Holstein Kiel | - | Hertha BSC II | 1:1 | ||||
| 31. Round | 17/05/2009 | Hertha BSC II | - | SV Babelsberg 03 | 2:2 | ||||
| 32. Round | 24/05/2009 | Hallescher FC | - | Hertha BSC II | 2:2 | ||||
| 33. Round | 30/05/2009 | Hertha BSC II | - | Hamburger SV II | 0:2 | ||||
| 34. Round | 07/06/2009 | Hansa Rostock II | - | Hertha BSC II | 3:1 |  |
Germany